6-tributylstannanyl-6-(5-chloro-2-methoxyphenyl)hex-5-enoic acid methyl ester | 864755-97-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 6-tributylstannanyl-6-(5-chloro-2-methoxyphenyl)hex-5-enoic acid methyl ester
• 英文别名: 6-Tributylstannanyl-6-(5-chloro-2-methoxyphenyl)-hex-5-enoic Acid Methyl Ester；methyl 6-(5-chloro-2-methoxyphenyl)-6-tributylstannylhex-5-enoate
• CAS: 864755-97-5
• 化学式: C₂₆H₄₃ClO₃Sn
• 分子量: 557.789
• InChiKey: QZATWOSLZPYZBF-UHFFFAOYSA-N

物化性质

• 沸点：
  552.9±60.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.46
• 重原子数：
  31
• 可旋转键数：
  17
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6-tributylstannanyl-6-(5-chloro-2-methoxyphenyl)hex-5-enoic acid methyl ester 、 5-碘-2-甲氧基-3-甲基苯甲酸甲酯 在 二(三叔丁基膦)钯 、 cesium fluoride 作用下， 以 甲苯 为溶剂， 反应 31.3h， 以14%的产率得到(Z)-5-[1-(5-chloro-2-methoxyphenyl)-5-methoxycarbonyl-pent-1-enyl]-2-methoxy-3-methylbenzoic acid methyl ester
  参考文献：
  名称：

  Synthesis, Anti-HIV Activity, and Metabolic Stability of New Alkenyldiarylmethane HIV-1 Non-Nucleoside Reverse Transcriptase Inhibitors

  摘要：

  Non-nucleoside inhibitors of HIV-1 reverse transcriptase (NNRTIs) are part of the combination therapy currently used to treat HIV infection. Based on analogy with known HIV-1 NNRT inhibitors, 18 novel alkenyldiarylmethanes (ADAMs) containing 5-chloro-2-methoxyphenyl, 3-eyanophenyl, or 3-fluoro-5-trifluoromethylphenyl groups were synthesized and evaluated as HIV inhibitors. Their stabilities in rat plasma have also been investigated. Although introducing 5-chloro-2-methoxyphenyl or 3-fluoro-5-trifluoromethylphenyl groups into alkenyldiarylmethanes does not maintain the antiviral potency, the structural modification of alkenyldiarylmethanes with a 3-cyanophenyl substituent can be made without a large decrease in activity. The oxazolidinonyl group was introduced into the alkenyldiarylmethane framework and found to confer enhanced metabolic stability in rat plasma.

  DOI：

  10.1021/jm050452s
• 作为产物：
  描述：

  6-(5-chloro-2-methoxyphenyl)hex-5-ynoic acid methyl ester 、 三正丁基氢锡 在 四(三苯基膦)钯 氩 、 silica gel 作用下， 以 四氢呋喃 为溶剂， 反应 3.5h， 以to afford the vinylstannane 51 (2.269 g) as an oil in 88% yield的产率得到6-tributylstannanyl-6-(5-chloro-2-methoxyphenyl)hex-5-enoic acid methyl ester
  参考文献：
  名称：

  Alkenyldiarylmethanes, Fused Analogs And Syntheses Thereof

  摘要：

  本文介绍了一种非核苷类的HIV-1反转录酶抑制剂。这些抑制剂可以作为治疗HIV感染的联合疗法的一部分使用。所述化合物具有抗病毒效力。此外，所述化合物具有代谢稳定性。本文还描述了制备非核苷类HIV-1反转录酶抑制剂的过程。

  公开号：

  US20080300288A1